3,6-Dibromobenzene-1,2,4,5-tetracarboxylic acid(cas:41819-13-0) belongs to organobromine compounds. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. Bromine is more electronegative than carbon (2.9 vs 2.5). Consequently, the carbon in a carbon–bromine bond is electrophilic, i.e. alkyl bromides are alkylating agents. Related Products of 41819-13-0
Hopff, H.; Doswald, P.; Manukian, B. K. published an article in 1961, the title of the article was Pyromellitic and cumidic acid derivatives.Related Products of 41819-13-0 And the article contains the following content:
1,2,4,5,3,6-Cl2(ClCH2)2C6Me2 (4.1 g.) in 140 cc. CCl4 treated 2 hrs. at 60-70° with stirring with a moderate stream of Cl while being irradiated with a 750-w. lamp, treated an addnl. 0.5 hr. with Cl without heating, and evaporated yielded 2.2 g. 1,4-Cl2C6(CH2Cl)4 (I), m. 221-2° (C6H6). p-Me4C6Br2 (II) (5 g.) in 50 cc. CCl4 treated dropwise during 0.5 hr. with 11 g. Br in 10 cc. CCl4, irradiated towards the end of the Br addition with a 750-w. lamp until decolorized, cooled, and filtered yielded 9.5 g. 1,4-Br2C6(CH2Br)4 (III), m. 262-3° (CHCl3). I (1 g.) in 45 cc. absolute MeOH refluxed 62 hrs. with 0.58 g. Na in 45 cc. absolute MeOH, concentrated to half-volume, poured onto ice, diluted with 200 cc. H2O, and filtered yielded 0.65 g. 1,4-Cl2C6(CH2OMe)4, m. 103-4° (MeOH). III (1.29 g.), 0.55 g. Na, and 100 cc. absolute MeOH refluxed 62 hrs. gave similarly 0.66 g. 1,4-Br2C6(CH2OMe)4, m. 113-14° (MeOH). I (1 g.) and 2.3 g. KOAc in 150 cc. AcOH refluxed 62 hrs., concentrated to half-volume, and poured onto ice gave 1.2 g. 1,4-Cl2C6(CH2OAc)4, m. 192-3° (Me2CO). II (6.1 g.), 5 g. KOAc, and 150 cc. AcOH refluxed 27 hrs. yielded 4.1 g. 1,4-Br2C6(CH2OAc)4, m. 205-6° (C6H6-Me2CO). I (1 g.), 75 cc. 65% HNO3, and 100 mg. Ag vanadate refluxed 22 hrs., concentrated, treated in 75 cc. 65% HNO3 30 hrs. with a stream of air, and evaporated, the residue treated with hot 2N NaHCO3, boiled with C, filtered hot, cooled, acidified with concentrated HCl, and extracted with Et2O, the extract worked up and concentrated, and the residue treated 2 hrs. at room temperature with CH2N2-Et2O gave 412 mg. 1,4-Cl2C6(CO2Me)4, m. 176-7° (Me2CO). II (6.5 g.) and 125 cc. 25% HNO3 heated during 6 hrs. to 175°, kept 3 hrs. at 175°, cooled, filtered, concentrated to 1/3 volume, and cooled again gave 5.9 g. 1,4-Br2C6(CO2H)4 (IV), m. from about 245° (decomposition) (H2O). IV in MeOH-Et2O with CH2N2-Et2O gave the tetra-Me ester (V) of IV, m. 190-1° (MeOH). IV sublimed at about 200° in vacuo gave the dianhydride, lemon-yellow, m. 270-5° (decomposition). II (1 g.) refluxed 12 hrs. with 200 mg. Na vanadate and 50 cc. 65% HNO3, evaporated, treated 12 hrs. with 50 cc. 65% HNO3, processed in the usual manner, and the product treated with CHN2 gave 430 mg. V, m. 191°. Dinitrodurene (20 g.) in 500 cc. hot EtOH treated at 70° with 70 g. Na2S and 9 g. S in 200 cc. H2O, stirred 6 hrs. at about 75°, kept at room temperature overnight, concentrated, diluted with H2O, cooled, and filtered, the residue triturated with hot dilute HCl, filtered, and basified with warm NH4OH gave 15.9 g. 1-nitro-4-aminodurene (VI), m. 161° (CH2Cl2-MeOH). VI (5.82 g.) in 20 cc. 100% HF treated with 2.07 g. NaNO2 in portions, warmed to room temperature, concentrated, diluted with 10 cc. H20, and filtered gave 4.35 g. 4-nitrofluorodurene (VII), m. 96-7° (EtOH and sublimed). Diaminodurene (1 g.) in 10 cc. 100% HF diazotized with 0.91 g. NaNO2 gave 0.86 g. duroquinone, m. 112-13° (MeOH). VII (4.4 g.) and 75 cc. 25% HNO3 heated 2 hrs. at 180° and 5 hrs. at 180-99° in an autoclave, cooled, vented, basified, and filtered, the filtrate concentrated to 1/3 volume, acidified with concentrated HCl, and evaporated, the residue extracted with Et,O, and the extract worked up gave a product which treated with CH2N2-Et2O yielded a methyl-1-nitro-4-fluorobenzenetricarboxylic acid tri-Me ester, m. 93° (MeOH). The experimental process involved the reaction of 3,6-Dibromobenzene-1,2,4,5-tetracarboxylic acid(cas: 41819-13-0).Related Products of 41819-13-0
3,6-Dibromobenzene-1,2,4,5-tetracarboxylic acid(cas:41819-13-0) belongs to organobromine compounds. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. Bromine is more electronegative than carbon (2.9 vs 2.5). Consequently, the carbon in a carbon–bromine bond is electrophilic, i.e. alkyl bromides are alkylating agents. Related Products of 41819-13-0
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary